Condo

Key West Rooster

Photo gallery for Key West Rooster

Queen Memory Foam Bed and 32” TV
Beautiful sunsets off the balcony at night...
No need to head 2 Mallory Square for Sunset Celebration just head 2 our balcony.
Living area
Living area

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 463.2 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Pool
  • Outdoor space

Explore the area

Map
Key West, FL
  • Duval Street
    ‪7 min walk‬
  • Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Mallory Square
    ‪11 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Key West Rooster

Please call or text if you’d like to book our home
702 232... 3750

When booking our home please include a brief description of who you’ll be traveling with and what brings you to the area with your reservation request. We like to know who will be staying in our home 🤗

Welcome to your front row seat of the New Truman Waterfront Park with water views and beautiful sunsets right from our porch. There are only a few homes in the Shipyard with a view like this! Most of the Shipyard has views of other units balconies and aren’t as private. There really is nothing like sitting on our balcony and watching the activity at the park and the ocean.

If you're coming for any of the events that Key West offers you can see the parades from our balcony! Fantasy Fest, Speed Boat races and many others are right in front of you.

Welcome to your home away from home and enter through the canopy of trees to the secure, patrolled Shipyard Condominium's in the desirable Truman Annex Complex. We are one of the few in the Shipyard with an ocean view. Professionally designed to maximize relaxation and encourage adventure.

Relax on the balcony with your glass of wine and you're bound to see a cruise ship, sailboat or parasailer pass by. It's the perfect seat to watch the parades or boat races. Fort Zachary Taylor State Beach is a 2 minute bike ride away. This wonderful home has been newly decorated with a beach chic theme, comfortable outdoor furniture, professionally designed bedrooms with new queen beds in each room , fully stocked kitchen, living room, washer/dryer. Some of the amenities include WIFI, SMART TV's, and an assigned parking spot . Steps from the world famous Duval Street, sunset celebration and all the downtown action one desires. You are only one block down from The Green Parrot, rated the 3rd best bar in America. The Shipyard is the closest residential location to Fort Zachary State Park and Beach. You are in the heart of Old Town, Mallory Square (sunset celebration) and on the grounds of Harry Truman's Little White House located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are landscaped with 30’ palms and exotic flowering plants. It is just a short stroll to the Historic “Little White House” where President Truman called home whenever he could. You are close by the warm tropical waters of the Gulf of Mexico where you can hop on a fishing boat for flats or deep sea fishing, take the Ferry to Sunset Key for lunch or dinner, go parasailing, snorkeling, diving, shopping, dining or wherever your dreams might take you. Just another short stroll takes you to Mallory Square where the world renowned “Sunset Celebration” occurs every day! This event is a “don’t miss” of things to do in Key West.

We provide all of your kitchen essentials, just bring the cook, spices, and the food! Spacious living room where the living room doors open up into the private deck making your vacation a true Tropical experience.


What is provided:

We provide 1 towel and wash cloth per guest listed in the reservation; if this is not enough please bring your own.

We provide 2 rolls of toilet paper and 1 roll of paper towels per reservation. Please bring extra if this is not enough.

Daily maid service is not provided.

Property manager

Alicia

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Ocean view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
Shipyard Policy
default

Smoking

Smoking is not permitted
NO SMOKING ALLOWED ***A $500 Fee will be assessed
AC is a Wifi thermostat and is to be kept at 74 or above. I can see what it’s set to at all times. Please do not book our home if this is an issue.
Please purchase trip insurance (cancel for any reason opt) as there will NOT be any refunds for ANY reason outside the policy guidelines.
Early check in is NOT possible due to COVID regulations. We need all of the time we have to clean and perform maintenance.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this condo. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking and ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 7 min walk - 0.6 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 11 min walk - 0.9 km
  • Southernmost Point - 16 min walk - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Green Parrot Bar - ‬5 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬6 min walk

Frequently asked questions

Does Key West Rooster have a pool?

Yes, this property has a pool.

Is Key West Rooster pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Key West Rooster?

Check-in begins at 4:00 PM.

What time is check-out at Key West Rooster?

Checkout is at 11:00 AM.

Where is Key West Rooster located?

Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 147 out of 161 reviews
Rating 8 - Good. 13 out of 161 reviews
Rating 6 - Okay. 1 out of 161 reviews
Rating 4 - Poor. 0 out of 161 reviews
Rating 2 - Terrible. 0 out of 161 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Clint D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Key West Rooster A

I just want to say how satisfied with our stay at Alicia’s Key West Rooster accommodations. The grounds is greatly manicured with luscious vegetation and palm trees. We loved the location that it was only a few blocks from Duval street and all the action but just far enough away that it was quiet. We used the communal pool which was very quiet and only had a few people there which made it seem like it was almost private. We loved the property which was everything that was described and then some. Alicia was had great communication with us and was always there if we had any issue. We rented bikes from We Cycle which is two blocks away and cycled all over the island. Key West has a lot to offer and we loved our stay. Alicia was a fabulous host and we look forward to returning there soon. Thanks again Alicia
Stayed 5 nights in Mar 2025

10/10 Excellent

Robin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

100% perfect!

This condo is in THE NEST location for Key West, clea, well-maintained and in a safe neighborhood. We are definitely coming back. And Alicia, the property manager is so helpful and friendly. 10 out of 10.
Stayed 5 nights in Mar 2025

10/10 Excellent

Jennifer S.

Stayed 5 nights in Feb 2025

10/10 Excellent

Sarah H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Feb 2025

10/10 Excellent

mark b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

The property was accurately described, was clean and in the perfect location
Stayed 6 nights in Feb 2025

10/10 Excellent

Paul L.

Stayed 9 nights in Jan 2025

10/10 Excellent

Laura H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Getaway

Everything was great! Contact with the owner was a breeze, the location was so wonderful-walking distance to everything plus the having the free Duval trolley stop right there was perfect. We would definitely stay here again.
Stayed 12 nights in Jan 2025

8/10 Good

Scott P.

Liked: Cleanliness, location
Disliked: Communication, listing accuracy

Pleasant Stay With Some Less Pleasant Discoveries

Nicely located within easy walking distance of many things.Parking space unexpectedly distant from unit.Clean unit, but:Steep and tight steps to second floor unitChairs on front porch were all high stoolsDishwasher partially bent doorNo bottle opener suppliedDryer unit was slow to dryEntrance code to parking changed, but we were not told
Stayed 7 nights in Jan 2025

10/10 Excellent

Sara W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay

The location couldn’t have been better. Beautiful and quiet neighborhood but short walk to everything (Duval, Mallory Sq, Truman Park, etc). Plus a great deli on the corner for a convenient bite/coffee/ice cream. The place was just right, two nice bedrooms and a deck off the front and the back. Everything we could need was provided including a basket with pool towels and sunscreen. There was also a steamer and robes in the closet which we didn’t need but was a nice touch! The pool was close by and never too busy, plenty of lounge chairs, and the water was just right temperature wise.We would happily stay here again.
Stayed 7 nights in Dec 2024

10/10 Excellent

Jason D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

Me and a few friends stayed here for a week for the recent 2024 Key West boat races. I have been attending this event for years and this property was by far the best one yet. Location to both the races/pits and Duval St made it very desirable. Everything was as advertised pertaining to all the amenities.
Stayed 7 nights in Nov 2024

10/10 Excellent

Heather H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely perfect!

This is the first time I have ever stayed in a vacation home where everything was exactly as described. The condo was as beautiful as the pictures. The clean, simplistic feel of the condo made it feel spacious. It was perfect for our small family. The neighborhood was quiet and well maintained, and so close to all the sights. We had a great time exploring the area!
Stayed 4 nights in Jul 2024

10/10 Excellent

jessica s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean comfortable home

The overall stay was great. The beds were comfortable, the home was clean and the neighborhood was beautiful. My family stayed for just under a full week. Having two balconies, one covered and one open was perfect, especially so we could dry our wet towels and clothes. Unfortunately the dryer wouldn't get hot so being able to sun dry our beach towels and wet bathing suits was super helpful for us. We rented bikes for a few days. It was nice that there were spots to park the bikes and lock them up right outside the unit. We did have some difficulty finding where to park. Instructions were texted to us right before arriving but unfortunately the map image sent was blurry so I couldn't read the street names for the parking entrance. After driving around for a bit and talking to a permanent resident we found our parking spot. We only have one suggestion which is to provide a fold up wagon for your guests. The spot provided for parking was really far from the unit. We drove in so we had all our groceries and personal items to bring up to the unit when we arrived. It was difficult.
Stayed 5 nights in Jun 2024

10/10 Excellent

Jackie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

Condo is just as described. Very cute 2 bedroom in a great location. We walked everywhere! Missing the parking pass, but that was resolved very easily with a text to property manager. I would recommend this condo and will hopefully be able to come back!
Stayed 4 nights in Jun 2024

10/10 Excellent

Abbey K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location

Looks exactly like the pictures, super cute and comfortable for a small family. We walked everywhere from here, never used the car. The Truman Waterfront park located just in front of the condo also has a splash pad for kids and playground. Kitchen has some basics like salt and pepper; needs a dish rag and hand mitt but we made do with a bath towel. Bring your own toiletries. All around great stay!
Stayed 4 nights in May 2024

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Condo

The condo is a cozy space perfectly situation close (but not too close) to the action of Key West. The condo was as described and photographed. There is a reserved parking spot, but it is a bit far from the condo making trips with luggage or other items a bit of a chore.
Stayed 5 nights in Apr 2024

10/10 Excellent

jacqueline l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay Great Location

Place was beutiful and well appointed..The host was very attentive to our questions...Thank you for a wonderful stay..
Stayed 7 nights in Oct 2023

10/10 Excellent

James G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Rooster

Nice property, exactly as described. Enjoyable stay. No issues.
Stayed 7 nights in Oct 2023

10/10 Excellent

AnnaMarie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot!

Very clean, everything you need for a successful stay. 10-ish minute walk to duval. Quiet neighborhood. We had a great stay!
Stayed 5 nights in Jul 2023

10/10 Excellent

Jen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

excellant location

Excellent location, comfortable beds, great communication, definitely recommend
Stayed 4 nights in Mar 2023

10/10 Excellent

Susan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, nice quiet neighborhood.

Easy, clean, and loved the location.
Stayed 5 nights in Mar 2023

10/10 Excellent

Jane K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best location - quiet but close to everything

We had a wonderful stay here! The condo is on the second floor which gave us great views toward the water. We were a stone's throw from downtown as well as a quick bike ride to the State Park beach. We rented bikes and could get everywhere we wanted to. The condo was clean and very comfortable. There is good ac and ceiling fans in every room. All the basics in the kitchen so we could cook meals but there are so many great restaurants we didn't cook much. Alecia was very quick to respond whenever I had a question. Truman's Anne is the best area to stay and I highly recommend this condo!
Stayed 8 nights in Mar 2023

10/10 Excellent

Onalee F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

winter get away

Terrific location in a very safe neighborhood. We had a great time, and everything is in walking distance. The condo was perfect with front and back balconies. We would definitely rent this again.
Stayed 7 nights in Feb 2023

10/10 Excellent

Tara D., Where do you live?

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very comfortable and great location

We thoroughly enjoyed our stay. Everything was clean and as described and very comfortable. We had bikes for the week and the location was so great we walked and biked everywhere. Highly recommend.
Stayed 7 nights in Feb 2023

8/10 Good

Jodi U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location, Beautiful Place

Clean, updates and walking distance to all of Old Town. What's not to love!
Stayed 3 nights in Jan 2023

10/10 Excellent

Letitia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

The property was as described except for the ocean view. The condo is very clean and comfortable. Great for two couples!!
Stayed 7 nights in Jan 2023

About the host

Hosted by Alicia

Host profile image
I love to travel and Key West, Florida is my favorite place to decompress. Key West has everything you could ever want in a vacation from relaxation and beautiful views to the busyness and excitement of Duval. I love that I can have a relaxing day at home or head out to Duval where something is always happening.

Why they chose this property

I had visited Key West many years ago and the Truman Annex has been embedded in my memory since that first time. I love the safe, clean, and timeless look the Annex has and the location is the best on the Island.

What makes this property unique

We have an ocean view from our balcony and one of our bedrooms. The other side of the house has a view of the palm tree lined paths. Its an enjoyable spot to head out for a busy night and is equally relaxing to stay in and enjoy the beautiful surroundings. One of my favorite things to do is head to Fort Zach Beach which is a stones throw away from my door.

Languages:

English